3. Justin Gaston

Prior to the Liam era, Justin Gaston was a significant love interest for Miley. The two began dating when she was 16 and began to meet at the time that Gaston starred in the singing competition "Nashville Star" co-hosted by Miley's dad. Their romance lasted less than a year, as she met Liam Hemsworth right after, who she filmed "The Last Song" with. It was not just filming that caused conflict as much as the fact that Miley was in contact with her ex-boyfriend Nick. Justin commented, "She didn't cheat, but I guess Nick was trying to get her back all the time."